CN1688535A - 新型生物活性的二苯乙烯化合物及其医疗用途 - Google Patents
新型生物活性的二苯乙烯化合物及其医疗用途 Download PDFInfo
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- CN1688535A CN1688535A CNA038235706A CN03823570A CN1688535A CN 1688535 A CN1688535 A CN 1688535A CN A038235706 A CNA038235706 A CN A038235706A CN 03823570 A CN03823570 A CN 03823570A CN 1688535 A CN1688535 A CN 1688535A
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- dimethoxy
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- C07C39/205—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring polycyclic, containing only six-membered aromatic rings as cyclic parts with unsaturation outside the rings
- C07C39/21—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring polycyclic, containing only six-membered aromatic rings as cyclic parts with unsaturation outside the rings with at least one hydroxy group on a non-condensed ring
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- A—HUMAN NECESSITIES
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- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/08—Antiallergic agents
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- A—HUMAN NECESSITIES
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- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
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- C07C39/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring
- C07C39/205—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring polycyclic, containing only six-membered aromatic rings as cyclic parts with unsaturation outside the rings
- C07C39/21—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring polycyclic, containing only six-membered aromatic rings as cyclic parts with unsaturation outside the rings with at least one hydroxy group on a non-condensed ring
- C07C39/215—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring polycyclic, containing only six-membered aromatic rings as cyclic parts with unsaturation outside the rings with at least one hydroxy group on a non-condensed ring containing, e.g. diethylstilbestrol
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- C—CHEMISTRY; METALLURGY
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- C07C39/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring
- C07C39/24—Halogenated derivatives
- C07C39/373—Halogenated derivatives with all hydroxy groups on non-condensed rings and with unsaturation outside the aromatic rings
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- C—CHEMISTRY; METALLURGY
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/02—Ethers
- C07C43/20—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
- C07C43/215—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring having unsaturation outside the six-membered aromatic rings
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- C07C43/20—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
- C07C43/225—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring containing halogen
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- C07C43/20—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
- C07C43/23—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring containing hydroxy or O-metal groups
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- C07C47/52—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings
- C07C47/575—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings containing ether groups, groups, groups, or groups
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- C07C65/01—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing hydroxy or O-metal groups
- C07C65/19—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing hydroxy or O-metal groups having unsaturation outside the aromatic ring
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- C07C65/21—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing ether groups, groups, groups, or groups
- C07C65/28—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing ether groups, groups, groups, or groups having unsaturation outside the aromatic rings
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- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
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- Neurosurgery (AREA)
- Pain & Pain Management (AREA)
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- Urology & Nephrology (AREA)
- Orthopedic Medicine & Surgery (AREA)
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- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
化合物 | IC50(μM) |
13 | 2.97 |
37 | 5.62 |
38 | 9.91 |
39 | 7.36 |
白藜芦醇 | >50 |
化合物 | IFN-γIC50(μM) |
13 | 2.55 |
37 | 3.80 |
38 | 4.29 |
39 | 4.16 |
白藜芦醇 | 39.2 |
化合物 | IC50(μM) |
13 | 4.3 |
白藜芦醇 | >50 |
浓度(μM) | 迁移比率(%) |
40 | 13.07±5.8 |
8 | 58.46±4.3 |
1.6 | 83.85±15.9 |
0.32 | 88.46±18.6 |
0 | 100 |
Concentration(μM) | VEGF(pg/ml) |
40 | 0±0 |
8 | 33.6±1.8 |
1.6 | 34.4±2.0 |
0 | 38.9±2.8 |
化合物 | TNF-α(pg/ml) | P值 |
37 | 638.9±273.0 | 0.03 |
39 | 601.6±211.9 | 0.01 |
载体 | 1126.6±396.4 | |
地塞米松 | 281.3±67.2 | 0.0004 |
用药 | 水肿抑制率(%) |
TPA(0.01%)+5-(2-苯基乙烯基)-2-异丙基-1,3-苯二酚(0.3%) | 8.0 |
TPA(0.01%)+化合物39(0.3%) | 85.2 |
TPA(0.01%)+骨化三醇(0.01%) | 31.2 |
Claims (29)
Applications Claiming Priority (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US41463302P | 2002-10-01 | 2002-10-01 | |
US41463202P | 2002-10-01 | 2002-10-01 | |
US60/414,633 | 2002-10-01 | ||
US60/414,632 | 2002-10-01 | ||
PCT/CA2003/001497 WO2004031117A1 (en) | 2000-10-06 | 2003-09-30 | Novel bioactive diphenyl ethene compounds and their therapeutic applications |
Publications (2)
Publication Number | Publication Date |
---|---|
CN1688535A true CN1688535A (zh) | 2005-10-26 |
CN1688535B CN1688535B (zh) | 2011-11-09 |
Family
ID=34278219
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN038235706A Expired - Lifetime CN1688535B (zh) | 2002-10-01 | 2003-09-30 | 新型生物活性的二苯乙烯化合物及其医疗用途 |
Country Status (7)
Country | Link |
---|---|
EP (1) | EP1554236A1 (zh) |
JP (1) | JP2006508930A (zh) |
KR (1) | KR20050062581A (zh) |
CN (1) | CN1688535B (zh) |
AU (1) | AU2003271470B2 (zh) |
CA (1) | CA2501663A1 (zh) |
WO (1) | WO2004031117A1 (zh) |
Cited By (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101544591A (zh) * | 2009-05-06 | 2009-09-30 | 河北科技大学 | (e)-取代苯乙烯类化合物及其制备方法 |
CN102372627A (zh) * | 2010-08-18 | 2012-03-14 | 中国医学科学院医药生物技术研究所 | 木豆素及其结构类似物的制备方法 |
CN102675061A (zh) * | 2011-10-31 | 2012-09-19 | 牛婧 | 白藜芦醇的醚衍生物和医疗用途 |
CN102675099A (zh) * | 2011-10-31 | 2012-09-19 | 栗艳艳 | 高藜芦醇的酯衍生物和医疗用途 |
CN102675060A (zh) * | 2011-10-31 | 2012-09-19 | 栗艳艳 | 高藜芦醇的醚衍生物和医疗用途 |
WO2013091282A1 (zh) * | 2011-12-23 | 2013-06-27 | 中国医学科学院医药生物技术研究所 | 一组木豆素结构类似化合物、制备方法和应用 |
CN103483158A (zh) * | 2013-10-14 | 2014-01-01 | 武汉英纳氏药业有限公司 | 一种二苯乙烷衍生物及其应用 |
CN110314153A (zh) * | 2018-03-29 | 2019-10-11 | 中国科学院上海药物研究所 | 二苯乙烯类化合物治疗缺血性疾病和对抗炎症反应的用途 |
CN111217681A (zh) * | 2020-02-10 | 2020-06-02 | 福州百草堂医药科技有限公司 | 抗炎化合物及其用途 |
CN113072488A (zh) * | 2021-03-30 | 2021-07-06 | 广东工业大学 | 一种苯乙烯衍生物及其合成方法与应用 |
CN115536497A (zh) * | 2022-11-23 | 2022-12-30 | 化学与精细化工广东省实验室 | 一种(e)-3,5-二羟基-4-异丙基二苯乙烯的合成方法 |
Families Citing this family (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7321050B2 (en) | 1999-12-06 | 2008-01-22 | Welichem Biotech Inc. | Anti-inflammatory and psoriasis treatment and protein kinase inhibition by hydroxy stilbenes and novel stilbene derivatives and analogues |
CA2433417C (en) | 2001-01-18 | 2010-10-19 | Welichem Biotech Inc. | Novel 1,2-diphenylethene derivatives for treatment of immune diseases |
GB2411353A (en) * | 2004-02-25 | 2005-08-31 | Univ Hertfordshire | Resveratrol Analogues |
FR2898124B1 (fr) * | 2006-03-03 | 2008-09-12 | Centre Nat Rech Scient | Derive de resveratol a longue chaine hydroxylee utiles comme neurotrophiques |
CN111148729A (zh) * | 2017-09-30 | 2020-05-12 | 北京文丰天济医药科技有限公司 | 苯烯莫德的晶型及其用途与制备方法 |
WO2019094934A1 (en) | 2017-11-10 | 2019-05-16 | Dermavant Sciences GmbH | Process for preparing tapinarof |
EP4153551A1 (en) | 2020-05-19 | 2023-03-29 | Teva Pharmaceuticals International GmbH | Solid state forms of tapinarof |
CN116350609A (zh) * | 2021-12-28 | 2023-06-30 | 上海泽德曼医药科技有限公司 | 用于抑制血管内皮生长的化合物及其用途 |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH1072330A (ja) * | 1996-09-03 | 1998-03-17 | Kansai Kouso Kk | チロシナーゼ活性阻害剤及び化粧料 |
ES2334635T3 (es) * | 1999-12-06 | 2010-03-15 | Welichem Biotech Inc. | Polihidroxiestilbeno y oxidos de estilbeno como agentes antipsoriasicos e inhibidores de la proteina quinasa. |
CA2452159A1 (en) * | 2001-07-23 | 2003-02-06 | Galileo Laboratories, Inc. | Cytoprotective compounds, pharmaceutical and cosmetic formulations, and methods |
-
2003
- 2003-09-30 KR KR1020057005634A patent/KR20050062581A/ko active IP Right Grant
- 2003-09-30 EP EP03753179A patent/EP1554236A1/en not_active Withdrawn
- 2003-09-30 JP JP2004540416A patent/JP2006508930A/ja active Pending
- 2003-09-30 WO PCT/CA2003/001497 patent/WO2004031117A1/en active Application Filing
- 2003-09-30 AU AU2003271470A patent/AU2003271470B2/en not_active Expired - Fee Related
- 2003-09-30 CA CA002501663A patent/CA2501663A1/en not_active Abandoned
- 2003-09-30 CN CN038235706A patent/CN1688535B/zh not_active Expired - Lifetime
Cited By (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101544591A (zh) * | 2009-05-06 | 2009-09-30 | 河北科技大学 | (e)-取代苯乙烯类化合物及其制备方法 |
CN101544591B (zh) * | 2009-05-06 | 2013-07-10 | 河北科技大学 | (e)-取代苯乙烯类化合物及其制备方法 |
CN102372627A (zh) * | 2010-08-18 | 2012-03-14 | 中国医学科学院医药生物技术研究所 | 木豆素及其结构类似物的制备方法 |
CN102675099A (zh) * | 2011-10-31 | 2012-09-19 | 栗艳艳 | 高藜芦醇的酯衍生物和医疗用途 |
CN102675060A (zh) * | 2011-10-31 | 2012-09-19 | 栗艳艳 | 高藜芦醇的醚衍生物和医疗用途 |
CN102675061A (zh) * | 2011-10-31 | 2012-09-19 | 牛婧 | 白藜芦醇的醚衍生物和医疗用途 |
CN102675061B (zh) * | 2011-10-31 | 2016-01-20 | 合肥市济泉医药科技有限公司 | 白藜芦醇的醚衍生物和医疗用途 |
WO2013091282A1 (zh) * | 2011-12-23 | 2013-06-27 | 中国医学科学院医药生物技术研究所 | 一组木豆素结构类似化合物、制备方法和应用 |
CN103483158A (zh) * | 2013-10-14 | 2014-01-01 | 武汉英纳氏药业有限公司 | 一种二苯乙烷衍生物及其应用 |
WO2015055114A1 (zh) * | 2013-10-14 | 2015-04-23 | 武汉英纳氏药业有限公司 | 二苯乙烷衍生物及其应用 |
CN110314153A (zh) * | 2018-03-29 | 2019-10-11 | 中国科学院上海药物研究所 | 二苯乙烯类化合物治疗缺血性疾病和对抗炎症反应的用途 |
CN111217681A (zh) * | 2020-02-10 | 2020-06-02 | 福州百草堂医药科技有限公司 | 抗炎化合物及其用途 |
CN113072488A (zh) * | 2021-03-30 | 2021-07-06 | 广东工业大学 | 一种苯乙烯衍生物及其合成方法与应用 |
CN115536497A (zh) * | 2022-11-23 | 2022-12-30 | 化学与精细化工广东省实验室 | 一种(e)-3,5-二羟基-4-异丙基二苯乙烯的合成方法 |
Also Published As
Publication number | Publication date |
---|---|
JP2006508930A (ja) | 2006-03-16 |
KR20050062581A (ko) | 2005-06-23 |
EP1554236A1 (en) | 2005-07-20 |
WO2004031117A1 (en) | 2004-04-15 |
CA2501663A1 (en) | 2004-04-15 |
AU2003271470A1 (en) | 2004-04-23 |
CN1688535B (zh) | 2011-11-09 |
AU2003271470B2 (en) | 2010-03-18 |
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